U.S. patent application number 10/517116 was filed with the patent office on 2005-09-22 for dyeing polyester textile materials.
Invention is credited to Sieber, Helmut.
Application Number | 20050204486 10/517116 |
Document ID | / |
Family ID | 9937856 |
Filed Date | 2005-09-22 |
United States Patent
Application |
20050204486 |
Kind Code |
A1 |
Sieber, Helmut |
September 22, 2005 |
Dyeing polyester textile materials
Abstract
Use of at least one transition metal coordination compound for
improving the light fastness of dyed polyester material. The
transition metal coordination compound may be used together with
diperse dyes.
Inventors: |
Sieber, Helmut;
(Rheinfelden, DE) |
Correspondence
Address: |
CLARIANT CORPORATION
INTELLECTUAL PROPERTY DEPARTMENT
4000 MONROE ROAD
CHARLOTTE
NC
28205
US
|
Family ID: |
9937856 |
Appl. No.: |
10/517116 |
Filed: |
December 3, 2004 |
PCT Filed: |
June 5, 2003 |
PCT NO: |
PCT/IB03/02140 |
Current U.S.
Class: |
8/512 |
Current CPC
Class: |
D06P 3/8242 20130101;
C09B 57/10 20130101; C09B 67/0033 20130101; D06P 3/54 20130101;
D06P 3/52 20130101; D06P 1/445 20130101; D06P 1/16 20130101; D06P
3/8233 20130101 |
Class at
Publication: |
008/512 |
International
Class: |
D06P 003/52 |
Foreign Application Data
Date |
Code |
Application Number |
Jun 5, 2002 |
GB |
0212691.0 |
Claims
1. A method for improving the light fastness of a dyed polyester
material comprising the step of contacting the polyester material
with a mixture during the dyeing process, wherein the mixture
includes at least one transition metal coordination compound.
2. The method according to claim 1, wherein the transition metal
coordination compound comprises Nickel, Cobalt, Chromium or
Copper.
3. The method according to claim 1, wherein the transition metal
coordination compound comprises Nickel.
4. The method according to claim 1 wherein the transition metal
coordination compound is a compound according to formula (I)
6wherein TrMe is a transition metal and R.sub.1 to R.sub.8
independently from each other are H, halogen, --NO.sub.2, --CN,
--OH, --COOH, --CH.sub.3, --NH.sub.2 or NHCH.sub.3 and R.sub.13 and
R.sub.14 independently from each other are H, halogen or --CN, or
R.sub.13 and R.sub.14 form together a ring unsubstituted or
substituted by halogen, --NO.sub.2, --CN, --OH, --COOH, --CH.sub.3,
--NH.sub.2 or NHCH.sub.3.
5. The method according to claim 4, wherein the transition metal in
the transition metal coordination compound of formula (I) is
Nickel
6. The method according to claim 1, wherein the mixture further
comprises at least one dye selected from the group consisting of:
C.I. Disperse Yellow 42, C.I. Disperse Yellow 72, C.I. Disperse
Yellow 86, C.I. Disperse Yellow 54, C.I. Disperse Yellow 64, C.I.
Solvent Yellow 163, C.I. Disperse Red 60, C.I. Disperse Red 86,
C.I. Disperse Red 91, C.I. Disperse Red 167, C.I. Disperse Red
167.1, C.I. Disperse Red 202, C.I. Disperse Red 302, C.I. Disperse
Red 273, C.I. Disperse Red 279, C.I. Disperse Red 271, C.I. Solvent
Red 135, C.I. Disperse Violet 27, C.I. Disperse Violet 57, C.I.
Disperse Blue 56, C.I. Disperse Blue 77, C.I. Disperse Blue 54,
C.I. Disperse Blue 27, C.I. Disperse Blue 55, C.I. Disperse Blue
60, C.I. Disperse Blue 87, C.I. Disperse Orange 30, C.I. Disperse
Orange 41, C.I. Disperse Orange 29, structures according to formula
(IV) 7wherein R.sub.13 is --Br, --Cl, or --CN; R.sub.14 is --H,
--CH.sub.3, --NHCOCH.sub.3; R.sub.15 is an unsubstituted ethyl
group or an ethyl group substituted by --CN, -acyloxy; R.sub.16 is
an unsubstituted ethyl group or an ethyl group substituted by --CN,
-acyloxy; and mixtures thereof.
7. A mixture comprising at least one transition metal coordination
compound and at least one disperse dye, wherein the at least one
disperse dye is selected from the group consisting of: C.I.
Disperse Yellow 42, C.I. Disperse Yellow 72, C.I. Disperse Yellow
86, C.I. Disperse Yellow 54, C.I. Disperse Yellow 64, C.I. Solvent
Yellow 163, C.I. Disperse Red 60, C.I. Disperse Red 86, C.I.
Disperse Red 91, C.I. Disperse Red 167, C.I. Disperse Red 167.1,
C.I. Disperse Red 202, C.I. Disperse Red 302, C.I. Disperse Red
273, C.I. Disperse Red 279, C.I. Disperse Red 271, C.I. Solvent Red
135, C.I. Disperse Violet 27, C.I. Disperse Violet 57, C.I.
Disperse Blue 56, C.I. Disperse Blue 77, C.I. Disperse Blue 54,
C.I. Disperse Blue 27, C.I. Disperse Blue 55, C.I. Disperse Blue
60, C.I. Disperse Blue 87, C.I. Disperse Orange 30, C.I. Disperse
Orange 41, C.I. Disperse Orange 29, structures according to formula
(IV) 8wherein R.sub.13 is --Br, --Cl, or --CN; R.sub.14 is --H,
--CH.sub.3, --NHCOCH.sub.3; R.sub.15 is an unsubstituted ethyl
group or an ethyl group substituted by --CN, -acyloxy; R.sub.16 is
an unsubstituted ethyl group or an ethyl group substituted by --CN,
-acyloxy; and mixtures thereof.
8. The mixture according to claim 7 wherein the at least one
transition metal coordination compound is a transition metal
coordination compound according to formula (I) 9wherein TrMe is a
transition metal R.sub.1 to R.sub.8 independently from each other
are H, halogen, --NO.sub.2, --CN, --OH, --COOH, --CH.sub.3,
--NH.sub.2 or NHCH.sub.3 and R.sub.13 or R.sub.14 independently
from each other are H, halogen or --CN, or R.sub.13 and R.sub.14
form together a ring unsubstituted or substituted by halogen,
--NO.sub.2, --CN, --OH, --COOH, --CH.sub.3, --NH.sub.2 or
NHCH.sub.3.
9. The mixture according to claim 8 wherein the transition metal
TrMe comprises Nickel, Cobalt, Chromium or Copper.
10. The mixture according to claim 9, wherein the transition metal
TrMe is Nickel.
11. A textile material dyed with a mixture according to claim
7.
12. A textile material as claimed in claim 11, wherein the textile
material is in the form of automobile upholstery, clothing, sun
blinds, or textiles for out door furniture.
13. The method according to claim 4, wherein R.sub.13 and R.sub.14
form a six membered ring.
14. A polyester material made in accordance with the method of
claim 1.
15. The mixture according to claim 8, wherein R.sub.13 and R.sub.14
form a six membered ring.
16. A printed article printed with a mixture according to claim
8.
17. The printed article according to claim 16, wherein the printed
article is printed using a printing method selected from the group
consisting of thermo-transfer printing and ink-jet printing.
Description
[0001] The invention relates to the use of a transition metal
coordination compound for dyeing a fibre fabric or a fibre material
comprising polyester fibres for impoving the light fastness of the
dyeings.
[0002] The problem to be solved of the present invention is to
improve the fastness to light of dyed polyester material without
the need of using modified polyester fiber material.
[0003] It has been found, that the use of mixtures comprising a
transition metal coordination compound for dyeing a fibre fabric or
a fibre material comprising polyester fibres improves the light
fastness of the dyeings.
[0004] A further aspect of the present invention relates to the use
of at least one transition metal coordination compound for
improving the light fastness of dyed polyester material.
[0005] By preference, the transition metal cordination compound
comprises Ni, Co, Cr or Cu (Nickel, Cobalt, Chromium or Copper).
The most preferred transition metal is Nickel (Ni).
[0006] Therefore this invention relates to the use of at least one
transition metal coordination compound for improving the light
fastness of dyed polyester material. Preferred transition metal
coordination compounds comprise Ni, Co, Cr or Cu (Nickel, Cobalt,
Chromium or Copper); more preferred transition metal coordination
compounds comprise Nickel (Ni). This invention relates to mixtures
of at least one transition metal coordination compound and at least
one additional disperse dye.
[0007] The preferred transition metal coordination compounds are
not water soluble e.g are not acid dyes or direct dyes or basic
dyes, which means the preferred transition metal coordination
compounds are dispers dyes. Disperse dyes are colorants with low
water solubility that, in their disperse colloidal form, are
suitable for dyeing and printing hydrophobic fibers and
fabrics.
[0008] The preferred transition metal coordination compounds in the
mixtures according to the invention are compounds with chelating
ligands. The preferred transition metal coordination compounds with
chelateing ligands comprise at least one chelating ligand which is
at least a bidentate ligands. More preferred are transition metal
coordination compounds with chelating ligands compriing at least
one tridentate ligand. Most preferred transition metal coordination
compounds with chelating ligands comprise at least one
tertradentate ligand. And the most preferred transition metal
coordination compounds have a coordination sphere of at least two
nitrogen atoms and at least two oxygen atoms.
[0009] The more preferred transition metal coordination compounds
have the formula (I) 1
[0010] wherein
[0011] TrMe signifies a transition metal and R.sub.1 to R.sub.8
independently from each other signify H, halogen, --NO.sub.2, --CN,
--OH, --COOH, --CH.sub.3, --NH.sub.2 or NHCH.sub.3 and R.sub.13 or
R.sub.14 independently from each other signify H, halogen or --CN,
or R.sub.13 and R.sub.14 form together a ring which is by
preference a six membered ring and which may be unsubstituted or
may be substituted by halogen, --NO.sub.2, --CN, --OH, --COOH,
--CH.sub.3, --NH.sub.2 or NHCH.sub.3.
[0012] Preferably, transition metal coordination compounds or
mixtures of transition metal coordination compounds are used
wherein R.sub.1 to R.sub.8 independently from each other signify H,
--Cl, --COOH, or --CN.
[0013] In a preferred embodiment the transition metal TrMe is
selected from Nickel, Cobalt, Chromium or Copper.
[0014] In a more preferred embodiment the transition metal TrMe is
Nickel.
[0015] For example, the mixture comprises at least one of the
transition metal coordination compound according to formula (II) or
formula (III) 2
[0016] wherein R.sub.1 to R.sub.12 independently from each other
signify H, halogen, --NO.sub.2, --CN, --OH, --COOH, --CH.sub.3,
--NH.sub.2 or NHCH.sub.3.
[0017] Preferably, transition metal coordination compounds or
mixtures of transition metal coordination compounds are used
wherein R.sub.1--R.sub.12 independently from each other signify H,
--Cl, --COOH, or --CN.
[0018] The transition metal coordination compound of formula (II),
wherein all R.sub.1--R.sub.8 are H, is known as C.I. Solvent Brown
53 (Polysynthren.RTM. Braun R, Polysynthren.RTM. is a registered
Trademark of CLARIANT) or a transition metal coordination compound
of formula (III) wherein all R.sub.1--R.sub.12 are H, which is
known as C.I. Pigment Orange 70 (Polysynthren.RTM. Braun 3RL,
Polysynthren.RTM. is a registered Trademark of CLARIANT).
[0019] Therefor and the most preferred transition metal
coordination compound is either a compound according to formula
(II) or formula (III)
[0020] The transition metal coordination compounds may be used
together with other dyes suitable for dyeing polyester materials.
Usually polyester materials are dyed using disperse dyes.
[0021] In a embodiment the transition metal coordination compounds
or the pigments are used in mixtures together with disperse
dyes.
[0022] In the preferred embodiment the transition metal
coordination compounds comprises Ni, Co, Cr or Cu (Nickel, Cobalt,
Chromium or Copper) and are used in mixtures together with disperse
dyes. The most preferred transition metal is Nickel (Ni).
[0023] In a more preferred embodiment the transition metal
coordination compounds or the pigments have the formula (I) and are
used in mixtures together with disperse dyes.
[0024] In the most preferred embodiment the transition metal
coordination compounds or the pigments have the formula (II) or
formula (III) and are used in mixtures together with disperse dyes.
The most preferred transition metal coordination compounds is
either C.I. Solvent Brown 53 or C.I. Pigment Orange 70.
[0025] Preferred disperse dyes are for example at least one of the
following disperse dyes: C.I. Disperse Yellow 42, C.I. Disperse
Yellow 72, C.I. Disperse Yellow 86, C.I. Disperse Yellow 54, C.I.
Disperse Yellow 64, C.I. Solvent Yellow 163, C.I. Disperse Red 60,
C.I. Disperse Red 86, C.I. Disperse Red 91, C.I. Disperse Red 167,
C.I. Disperse Red 167.1, C.I. Disperse Red 202, C.I. Disperse Red
302, C.I. Disperse Red 273, C.I. Disperse Red 279, C.I. Disperse
Red 271, C.I. Solvent Red 135, C.I. Disperse Violet 27, C.I.
Disperse Violet 57, C.I. Disperse Blue 56, C.I. Disperse Blue 77,
C.I. Disperse Blue 54, C.I. Disperse Blue 27, C.I. Disperse Blue
55, C.I. Disperse Blue 60, C.I. Disperse Blue 87, C.I. Disperse
Orange 30, C.I. Disperse Orange 41, C.I. Disperse Orange 29,
structures according to formula (IV) 3
[0026] wherein
[0027] R.sub.13 signifies --Br, --Cl, or --CN;
[0028] R.sub.14 sigifies --H, --CH.sub.3, --NHCOCH.sub.3;
[0029] R.sub.15 signifies a unsubstituted ethyl group or ethyl
group which is substituded by --CN, -acyloxy;
[0030] R.sub.16 sigifies a unsubstituted ethyl group or ethyl group
which is substituded by --CN, -acyloxy;
[0031] or mixtures thereof.
[0032] Dyes according to the formula (IV) are known for example
from EP1085055 A1, CH468444, U.S. Pat. No. 2,941,992, U.S. Pat. No.
3,407,189, FR1291988, U.S. Pat. No. 2,891,942, DE2364205 and
JP49030417 A. Preferred examples are shown in EP1085055 A1 on page
2, line 37 to page 4, line 23 and in the examples 1 to 20 of
EP1085055 A1.
[0033] A further aspekt of the present invention is a mixture of at
least one transition metal coordination compound and at least one
disperse dye. By preference the at least one transition metal
coordination compound comprises Ni, Co, Cr or Cu (Nickel, Cobalt,
Chromium or Copper). The most preferred transition metal is Nickel
(Ni).
[0034] The preferred transition metal coordination compounds in the
mixtures according to the invention are not water soluble e.g are
not acid dyes or direct dyes or basic dyes, which means the
preferred transition metal coordination compounds are dispers
dyes
[0035] The preferred transition metal coordination compounds in the
mixtures according to the invention are compounds with chelating
ligands. The preferred transition metal coordination compounds with
chelateing ligands comprise at least one chelating ligand which is
at least a bidentate ligand. More preferred are transition metal
coordination compounds with chelating ligands compriing at least
one tridentate ligand. Most preferred transition metal coordination
compounds with chelating ligands comprise at least one
tertradentate ligand. And the most preferred transition metal
coordination compounds have a coordination sphere of at least two
nitrogen atoms and at least two oxygen atoms.
[0036] In the most preferred embodiment in transition metal
coordination compound the transition metal is of formula (I) and
preferably the transition metal is Nickel. In a more preferred
embodiment the Ni-compound is of formula (II) or formula (III).
[0037] The disperse dyes preferably used in the mixtures according
to the invention are at least one of the following disperse dyes:
C.I. Disperse Yellow 42, C.I. Disperse Yellow 72, C.I. Disperse
Yellow 86, C.I. Disperse Yellow 54, C.I. Disperse Yellow 64, C.I.
Solvent Yellow 163, C.I. Disperse Red 60, C.I. Disperse Red 86,
C.I. Disperse Red 91, C.I. Disperse Red 167, C.I. Disperse Red
167.1, C.I. Disperse Red 202, C.I. Disperse Red 302, C.I. Disperse
Red 273, C.I. Disperse Red 279, C.I. Disperse Red 271, C.I. Solvent
Red 135, C.I. Disperse Violet 27, C.I. Disperse Violet 57, C.I.
Disperse Blue 56, C.I. Disperse Blue 77, C.I. Disperse Blue 54,
C.I. Disperse Blue 27, C.I. Disperse Blue 55, C.I. Disperse Blue
60, C.I. Disperse Blue 87, C.I. Disperse Orange 30, C.I. Disperse
Orange 41, C.I. Disperse Orange 29, structures according to formula
(IV) 4
[0038] wherein
[0039] R.sub.13 signifies --Br, --Cl, or --CN;
[0040] R.sub.14 sigifies --H, --CH.sub.3, --NHCOCH.sub.3;
[0041] R.sub.15 signifies a unsubstituted ethyl group or ethyl
group which is substituded by --CN, -acyloxy;
[0042] R.sub.16 sigifies a unsubstituted ethyl group or ethyl group
which is substituded by --CN, -acyloxy;
[0043] or mixtures thereof.
[0044] The transition metal coordination compounds can be used
according to the invention in any effective ratio with disperse
dyes. For example the mixture comprises 2% to 99% of the transition
metal coordination compounds, preferably from 50% to 97%.
[0045] The transition metal coordination compounds may be used
according to the invention together with any UV-absorber. Preferred
UV-absorbers are derivatives of 2-hydroxybenzophenones, derivatives
of 2-hydroxyphenylbenzotriazoles, derivatives of oxalanilides,
derivatives of 2-hydroxyphenyltriazines, derivatives of cinnamates,
derivatives of salicylates, derivatives of benzoxazine-4-ones,
derivatives of 4,6-diacyl-resorcinoles, or derivatives of
formamidines. More preferred UV-absorbers have the formula 5
[0046] According to the invention, the pigments of formula (I) are
used for dyeing and printing semisynthetic and, preferably,
synthetic hydrophobic fiber materials, especially textile
materials. According to the invention, the pigments of formula (II)
or formula (III) as well as mixtures comprising the pigments of
formula (II) or formula (III) are used for dyeing and printing
semisynthetic and, preferably, synthetic hydrophobic fiber
materials, especially textile materials. Textile materials
consisting of blended fabrics containing such semisynthetic
hydrophobic fiber materials can also be dyed or printed by means of
the dyes of this invention.
[0047] Suitable semisynthetic textile materials are mainly
cellulose-21/2 acetate, cellulose triacetate polyamides and high
molecular weight polyesters as well as mixtures thereof with
cellulose.
[0048] Synthetic hydrophobic textile materials consist mainly of
linear aromatic polyester, for example of those consisting of
terephthalic acid and glycols, in particular ethylene glycol or
condensate of terephthalic acid and
1,4-bis(hydroxymethyl)cyclohexane; of polycarbonates, e.g. those
consisting of alpha,alpha-dimethyl-4,4'-dihydroxydiphenyl-methane
and phosgene, and of fibers based on polyvinyl chloride and
polyamide.
[0049] The hydrophobic synthetic materials can be in the form of
sheet-like or thread-like structures, and can be processed, for
example, to yarns or woven, knitted or looped textile fabrics. The
mixtures according to the invention are also suitable for dyeing
hydrophobic synthetic material in the form of micro fibers.
[0050] Dyeing can be carried out by known methods. Additives usual
for dyeing with disperse dyes can be added to the bath (e.g.
dispersing agents, preferably anionic dispersants, such as aromatic
sulfonic acid/formaldehyde condensates, sulfonated creosol
oil/-formaldehyde condensates, lignin sulfonates or copolymers of
acrylic acid derivates, preferably aromatic sulfonic
acid/formaldehyde condensate or lignin sulfonated, or nonionic
dispersants based on polyalkylene oxides obtainable, for examples,
by poly-addition reaction from ethylene oxide or propylene oxide.
Further suitable dispersants are listed in U.S. Pat. No. 4,895,981
or U.S. Pat. No. 5,910,624.
[0051] The transition metal coordination compounds according to
formula (I) are suitable for dyeing by the thermosol process, for
the exhaust and continues process and for printing as for modern
imaging processes, e.g. thermo-transfer printing or ink-jet
printing.
[0052] Preferably dyeing with the disperse dyes (e.g. for the
polyester fibres of a mixed fibre substrate) is performed at pH of
3-9 more preferably 4-6, most preferably 4-5.5 and at a temperature
of 125 DEG-135 DEG C. for 15-45 minutes.
[0053] After dyeing in a process according to the invention,
conventional washing and drying steps may be employed.
[0054] A further aspect of the present invention relates to the
fiber material and textile material dyed with a dye mixture
comprising a transition metal coordination compound. according to
formula (I)
[0055] The textile material dyed using a mixture comprising a
transition metal coordination compound and a disperse dye provides
dyed textile materials having good light fastness. Since the the
textiles have light fasnesses under warm and humid conditions like
they occur in closed cars or motor vehicles, this textile material
dyed according to the invention is suitable for example as
upholstery material in car manufacturing or any other application
wherer improved light fastness is desired for example for an
article of clothing or fo a sun blind or textiles for textiles for
out door furnitures.
APPLICATION EXAMPLE
[0056] 17.5 parts of the pigment and disperse dye mixture (96% C.I.
Solvent Brown 53 and 4% C.I. Disperse Red 86; this is the dye
mixture from example 23a of table 1) with 32.5 parts of a
commercial dispersing agent based on lignin sulphonates, and
pulverized to a powder. 1.2 parts of this dye preparation are added
to 2000 parts of demineralized water of 70.degree. C., which
contains 40 parts of ammonium sulfate; the pH value of the dye bath
is set at 5 with 85% formic acid. 100 parts of washed polyester
fiber fabric are placed in this dye bath, the container is closed,
heated to 130.degree. C. over the course of 20 minutes, and dyeing
continues for a further 60 minutes at this temperature. After
cooling, the polyester fiber fabric is removed from the dye bath,
rinsed, soaped and cleansed by reduction with sodium hydrosulphite
in the usual way. After thermo-fixation (180.degree. C., 30 min), a
brownish pink dyeing is obtained with very good all-round fastness,
especially fastness to light and sublimation, in particular
excellent wet fastness.
[0057] The dyed swatches were exposed to light by the fakra
standard test. FAKRA is a test according to ISO 105/B02: Exposure
in Xenotest 450 equipped with a Xenon arc source; black standard
temperature 45.degree. C., relative humidity 45.+-.5%. The number
of cycles is indicated in tables as times this cycle: 2 cycles
fakra means two cycles of this Fakra test; in DIN 75202/H: one
cycle FAKRA is 54 hours exposure.
[0058] Afterwards the adjacent fabrics are assessed by the Grey
Scale Change ISO A03. This 5-step Grey Scale consists of 5 pairs of
swatches of grey and white cloth which illustrate the perceived
color differences corresponding to fastness ratings 5, 4-5, 4, etc.
The fastness rating is that number of the Grey Scale which has a
perceived color difference equal in magnitude to the perceived
color difference between the original adjacent fabric and the
treated adjacent fabric. An improvement of a value by 1 signifies
an improvement of 20%
[0059] The results are summarized in table 1, table 2, table 3 and
table 4.
[0060] In tables the amount of the dyes is given in percent of the
polyester fiber material dyed in the respective dying bath. The
ratio of the different components is also given as percentage of
the total amount of dyestuff used in the dying bath. Eventually an
additional UV Absorber is applied, for example a UV-absorber of
formula A-8 used in weight-% of dyed PES fiber material. The amount
of the Uw absorber is given in percent of the weight of the fabric
treated. The results of the fakra test is given as explained
above
1TABLE 1 Dye 23a 24a 25a 26a 27a 28a C.I. Solvent Yellow 163 0 0 9
0 0 33 C.I. Solvent Brown 53 96 96 90.9 83 83 67 C.I. Disperse Red
86 4 0 0 17 0.0 0 C.I. Disperse Blue 77 0 4 0 0 17 0 UV-absorber of
formula A-8 2 2 2 2 2 2 used in weight-% of dyed PES fiber material
2 cycles Fakra 4.5 4.6 4.7 4.8 4.9 4.9 4 cycles Fakra 4.3 4.3 4.5
4.6 4.7 4.7 6 cycles Fakra 4.1 4.2 4.5 4.5 4.6 4.6 8 cycles Fakra
4.0 4.1 4.3 4.4 4.5 4.7 10 cycles Fakra 3.7 3.9 4.2 4.1 4.3 4.6
dystuff used in weight-% of 0.520 0.520 0.550 0.120 0.120 0.150
dyed PES fiber material
[0061]
2TABLE 2 Dye 29a 30a 31a 32a 33a 34a C.I. Solvent Yellow 163 0 0 9
0 0 33 C.I. Pigment Orange 70 96 96 91 83 83 67 C.I. Disperse Red
86 4 0 0 17 0 0 C.I. Disperse Blue 77 0 4 0 0 17 0 UV-absorber of
formula A-8 2 2 2 2 2 2 used in weight-% of dyed PES fiber material
2 cycles Fakra 4.4 4.5 4.6 4.8 4.8 4.8 4 cycles Fakra 4.1 4.2 4.3
4.4 4.6 4.7 6 cycles Fakra 3.8 3.9 4.1 4.2 4.3 4.5 8 cycles Fakra
3.6 3.8 4.1 4.0 4.3 4.4 10 cycles Fakra 3.4 3.6 3.8 3.8 4.2 4.2
dystuff used in weight-% of 0.401 0.409 0.403 0.108 0.485 0.496
dyed PES fiber material
[0062]
3TABLE 3 (The examples 1a, 2a are 1b are comparative examples.) In
table 3 green shades are realized and example 1a (comparative) has
the same shade as example 3a dye 1a 2a 3a C.I. Disperse Yellow 42
57 0 0 C.I. Solvent Yellow 163 0 45 22 Mixture of C.I. Disperse Red
86 0 24 12 and C.I. Solvent Red 135 C.I. Disperse Red 86 21 0 0
C.I. Solvent Brown 53 0 0 47 C.I. Disperse Blue 77 15 31 0 C.I.
Disperse Blue 60 7 0 18 UV-absorber of formula A-8 used in 2 2 2
weight-% of dyed PES fiber material 7 cycles Fakra 2.7 2.5 3.5
dystuff used in weight-% of dyed 0.666 0.510 0.403 PES fiber
material
[0063]
4TABLE 4 (The examples 2b, 4b, and 5b are comparative examples) In
table 4 dark green shades are realized. The examples 1a, 2a, 1b,
2b, 4b, and 5b are comparative examples. dye 1b 2b 3b 4b 5b C.I.
Disperse Yellow 42 49 0 0 44 0 C.I. Solvent Yellow 163 0 33 0 0 30
Mixture of C.I. Disperse 0 24 2 0 24 Red 86 and C.I. Solvent Red
135 C.I. Disperse Red 86 25 0 0 25 0 C.I. Solvent Brown 53 0 0 13 0
0 C.I. Pigment Orange 70 0 0 53 0 0 C.I. Disperse Blue 77 27 43 31
31 45 C.I. Disperse Blue 60 8 0 0 9 0 UV-absorber of formula 2 2 2
2 2 A-8 used in weight-% of dyed PES fiber material 7 cycles Fakra
2.3 2.7 3.5 2.7 2.5 dystuff used in weight-% 1.230 0.880 1.051
1.280 0.990 of dyed PES fiber material
* * * * *